Title: Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=93343880&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! Vacation home in Holmes Beach with private pool and kitchen ## Photo gallery for Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! ![Property grounds - Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! (Holmes Beach)](https://images.trvl-media.com/lodging/94000000/93350000/93343900/93343880/bb353f2e.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining - Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! (Holmes Beach)](https://images.trvl-media.com/lodging/94000000/93350000/93343900/93343880/6cd7ff73.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! (Holmes Beach)](https://images.trvl-media.com/lodging/94000000/93350000/93343900/93343880/c55c6df5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! (Holmes Beach)](https://images.trvl-media.com/lodging/94000000/93350000/93343900/93343880/48591e35.jpg?impolicy=resizecrop&rw=297&ra=fit) ![A heated pool - Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! (Holmes Beach)](https://images.trvl-media.com/lodging/94000000/93350000/93343900/93343880/7aad7bf5.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Experience the ultimate beach retreat at Pineapple Key, a four-bedroom haven in Holmes Beach. Unwind by the sparkling pool and in-ground spa, or relax on the furnished balcony with a BBQ grill nearby. Enjoy games with family and friends on the ping pong hybrid table or simply take advantage of being just minutes from Gulf of Mexico's sugar-white sands. ## Reviews 9.4 Exceptional ### Entire home 4 bedrooms2 bathroomsSleeps 81650 sq ft ## Popular amenities - Parking available - Dryer - Washer - Pool - Barbecue grill ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! Pineapple Key by Anna Maria Vacations 4505 Gulf Dr, Holmes Beach, FL 34217 VRC16-000364 Welcome to Pineapple Key, a charming beach house just minutes from the sugar-white sands of the Manatee Beach! This beautifully landscaped four-bedroom, two-bath home features a private pool, in-ground spa, and tropical outdoor living spaces, making it ideal for friends and family gatherings. Located within walking distance of the beach, shops, and restaurants, Pineapple Key embodies relaxed island living with all the comforts you need for a memorable Anna Maria Island escape! Highlights • 3-minute walk to Manatee Public Beach • 4 Bedroom / 2 Bath • 2 Kings, 1 Queen, 2 Twin-over-twin bunks plus trundle • Private pool and in-ground spa • Outdoor lanai and tiki bar • BBQ grill • Pool and Ping Pong Table • Wii gaming system • Short walk or trolley ride to shops, waterfront dining, and local attractions • Washer and dryer • 8 Parking Spaces Step inside Coastal Comfort, where vibrant coastal decor and relaxed island vibes create the perfect backdrop for your beach getaway. The main living area features a spacious layout with a large sectional sofa, cozy chairs, and a smart TV, ideal for movie nights or relaxing after a day on the sand. A second living room offers a more intimate retreat, complete with its own sectional, TV, and Wii gaming system, providing a fun hangout spot for kids or an extra lounge area for guests. The fully equipped kitchen is designed for convenience with high-end appliances, ample counter space, and all the cookware needed to prepare your favorite meals. Gather for casual breakfasts or family dinners in the open dining area or step out to the covered lanai for outdoor dining and a true taste of island living. This home offers a thoughtful layout with two bedrooms and a shared bathroom on each side, ideal for couples traveling together or families seeking both comfort and privacy. On the East Side, you’ll find a serene king bedroom with crisp linens and a shared bathroom featuring a walk-in shower, along with a cozy queen bedroom nearby. The West Side includes another king bedroom with a premium mattress and coastal decor, plus a fourth bedroom designed with families in mind featuring two sets of bunk beds and a trundle bed. A shared bathroom with a shower/tub combination provides added comfort and flexibility for all guests. Room Details • Primary Bedroom: Queen bed, ensuite bathroom • Second Bedroom: King bed • Third Bedroom: King bed • Fourth Bedroom: Twin-over-twin bunk beds Book Pineapple Key today and enjoy an unforgettable getaway on Anna Maria Island. With its beautiful water views, private pool and spa, outdoor entertainment, and nearby beaches, this home offers everything you need for a relaxing and memorable escape! \- This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. 8 cars maximum are able to park at this home. 2 parking spaces are covered while the additional 6 are uncovered. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." \*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Heated pool - Hot tub - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Hair dryer - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Smart TV - Video games ### Outdoor areas - Balcony - Barbecue grill - Fenced yard ### Laundry - Laundry facilities - Washing machine ### Work spaces - Office ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Location highlights - Near a health/beauty spa - Near a hospital - Near an outlet shopping mall - Near the marina - Near the sea ### Things to do - Billiards/pool table - Foosball table - Heated pool - Birdwatching nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Horseback riding nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Snorkeling nearby - Surfing/bodyboarding nearby - Swimming nearby - Wildlife walks nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher - Deadbolt lock ### General - Unit size: 1,650 square feet ## Similar properties ![Pool](https://images.trvl-media.com/lodging/111000000/110680000/110677100/110677099/3fb0c1e9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Family-Friendly Waterfront Paradise! 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Holmes Beach - Pool - Kitchen - Washer - Dryer 10 Exceptional 16 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28&selected=75882642&PinnedHotelID=75882642&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a deadbolt lock This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 874 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C27.50098%2C-82.71237&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=PMmNI7dqfqiR6gidbZfG3t3JIEA=) Holmes Beach, FL #### What's nearby - Bradenton Beach \- 5 min walk \- 0.4 km - Holmes Beach Beaches \- 5 min walk \- 0.4 km - Manatee Public Beach \- 6 min walk \- 0.6 km - West Coast Surf Shop \- 6 min walk \- 0.6 km - AMI Paddleboard Adventures \- 6 min walk \- 0.6 km #### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) - 38 min drive #### Restaurants - ‪The Ugly Grouper - ‬15 min walk - ‪Anna Maria Island Beach Cafe - ‬6 min walk - ‪Dunkin' - ‬15 min walk - ‪Skinny's Place - ‬8 min walk - ‪Hurricane Hanks - ‬10 min walk ## Frequently asked questions ### Does Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! have a pool? ### Is Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! pet-friendly? ### How much is parking? ### What time is check-in at Updated Home with Pool, Spa, and Outdoor Bar! By the Beach!? ### What time is check-out at Updated Home with Pool, Spa, and Outdoor Bar! By the Beach!? ### Where is Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! Reviews ## Reviews 9.4 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 9 8 - Good 0 6 - Okay 0 4 - Poor 1 2 - Terrible 0 ### 9.6/10 Cleanliness ## Reviews ### 10/10 Excellent #### Jeff A. Mar 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Very casual and relaxing We had a great stay here. Property was exactly how it was listed and it was in a great location. Pool and Hot tub was very nice and was a hit with our teenage daughters ##### Jeff A. Stayed 7 nights in Mar 2025 ### 10/10 Excellent #### Robert P. Feb 24, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice house House was clean and well stocked. Love the pool! ##### Robert P. Stayed 7 nights in Feb 2025 ### 10/10 Excellent #### Jayln S. Jun 16, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Pineapple key at AMI Property was beautiful and had everything we needed plus more. The pool was perfect for entertaining the kids and lots of gaming options for the adults as well. The property was very clean and well prepared for guests. ##### Jayln S. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### patrice p. Nov 25, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Anna Maria island We were very pleased with everything. The kitchen was well equipped( but you may want to get better knives for chopping etc, I would also have liked a few more hand towels and wash clothes( only 2 for 8 people). Location was perfect as was the beach! ##### patrice p. Stayed 8 nights in Nov 2023 ### 10/10 Excellent #### Angela P. Mar 26, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location and stay! Our check in process was smooth, and all communication with the property management company was fast and easy. For example, we asked for early check in and needed the propane refilled and they responded right away. The place itself is great, exactly as shown in the photos. It’s a 3 minute walk to the beach. The only downside is that the house is on a busy road and you can hear cars passing late at night and early in the morning.The place came well stocked with kitchen supplies and TONs of beach gear and toys. The one thing that was missing from the listing is that it does have a washer and dryer, which was a huge plus (at the time we booked, the listing only mentioned laundry nearby). I hope they update the listing with this info as we almost decided to pass because of this. Overall we were happy with our stay and would stay again! ##### Angela P. Stayed 7 nights in Mar 2025 ### 10/10 Excellent #### Thomas P. Apr 20, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great House We had 4 couples at Spring Break and the house was awesome. Plenty of room, well equipped, clean and really close to the beach. By well equipped I mean not only the kitchen, but there is a closet downstairs with chairs, umbrellas, games, floats, even a metal detector (needs 2 (v batteries). When we weren't at the beach (mornings and evenings) we were downstairs having pool (i.e. billiard) tournaments, hanging out in the pool or hot tub and grilling. We would rent this house again if it available. Beach is 2 minutes away the way I walk, if you walk really slow maybe 5 minutes. ##### Thomas P. Stayed 7 nights in Mar 2023 ### 10/10 Excellent #### Robert W. Apr 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great beach house We had a great time! The location was great. The only draw back was trying to exit the driveway with cars on the main road. The cars yield to walkers but getting out with the car took some time depending on traffic. The pool and spa were a hit with everyone. The 2 living spaces were nice. We kept the kids up front in the bunk room and the adults too the back two rooms. There really isn’t a master suite. The bathrooms are in hallways which made it easier to use either one. The beach carts were great to have even though the walk was maybe 5 minutes at the most. We had a great time and would love to stay there again. ##### Robert W. Stayed 7 nights in Apr 2024 ### 4/10 Poor #### Natalie W. Jan 20, 2025 Liked: Cleanliness, location Disliked: Check-in, communication, listing accuracy #### Green pool and access issues Our group was given 3 incorrect access codes and instructions for a lock box (which did not exist) and about an hour of back and forth texts before we could enter the home. Not ideal after a long travel day, but not a deal breaker.The real issue is the pool and hot tub were as green as pond water, looking nothing like the photos. When I reported this issue, the pool company showed up the following morning to fix it. They nuked the pool, pouring who knows what into it (gallons and gallons of bleach?). We were told that in the afternoon (hours after treatment) it was fine to enter the pool. Adults and children swam in the pool and hot tub. Afterward, the smell of chlorine was so strong it was intoxicating. The kids were crying and asking why their skin was burning and itching. They had red patches. Everyone's skin was extremely dry and irritated. After 2 full days, the pool and hot tub were fine to use without adverse affects. The second half of our stay in this home was great.Long story short, the pool and hot tub should have been prepared properly before our arrival - that was the biggest draw for us renting this place. ##### Natalie W. Stayed 7 nights in Jan 2025 ### 10/10 Excellent #### Cynthia H. Oct 20, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great beach house The house had everything you need for a beach location. Pool was fun and outdoor area was well laid out with bar-b-q, table, etc. Appreciated the beach chairs and cooler. The two living areas of the house were perfect for the two families staying with us. ##### Cynthia H. Stayed 7 nights in Oct 2022 ### 10/10 Excellent #### Lawrence H. Mar 7, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Lawrence H. 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